6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanoic acid

• ChemBase ID: 3424
• Molecular Formular: C10H18N2O3
• Molecular Mass: 214.26152
• Monoisotopic Mass: 214.13174245
• SMILES: C1(=O)N[C@@H]([C@@H](N1)C)CCCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCC[C@H]1NC(=O)N[C@H]1C
• InChI: InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)/t7-,8+/m0/s1
• InChIKey: AUTOLBMXDDTRRT-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanoic acid
• IUPAC Traditional name: (4R,5S)-dethiobiotin
• Synonyms: D-Dethiobiotin; 5-Methyl-2-oxo-4-imidazolinecaproic acid; 5-Methyl-2-oxo-4-imidazolidinehexanoic acid; D-DESTHIOBIOTIN; d-Desthiobiotin

Database IDs

• CAS Number: 636-20-4; 533-48-2
• EC Number: 208-566-2
• MDL Number: MFCD00213804
• PubChem SID: 160966863; 24893431; 46504720
• PubChem CID: 445027

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6346555
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.19421802
• LogD (pH = 7.4): -1.9714122
• Log P: 0.72569865
• Molar Refractivity: 54.398 cm^3
• Polarizability: 21.348757 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.72
• LOG S: -2.23
• Solubility (Water): 1.27e+00 g/l

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC)

DETAILS

MP Biomedicals - 02101506

Yellowish crystals

DrugBank - DB03775

Drug information: experimental

Sigma Aldrich - D1411

Application
d-Desthiobiotin is used in affinity chromatography and protein chromatography. d-Desthiobiotin can be used for protein labeling, detection and isolation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D1411.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.